A biotinylated peptide fragment of histone H3
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Histone H3 (21-44)-GK-biotin amide (trifluoroacetate salt)

Item No. 27762

Technical Information
Formal Name
L-alanyl-L-threonyl-L-lysyl-L-alanyl-L-alanyl-L-arginyl-L-lysyl-L-seryl-L-alanyl-L-prolyl-L-seryl-L-threonylglycylglycyl-L-valy-L-lysyl-L-lysyl-L-prolyl-L-histidyl-L-arginyl-L-tyrosyl-L-arginyl-L-proylglycylglycyl-L-lysine-biotin amide, trifluoroacetate salt
Synonyms
  • ATKAARKSAPSTGGVKKPHRYRPG-GK(Biotin)-NH2
  • Histone H3 (21-44)
Molecular Formula
C127H215N45O33S • XCF3COOH
Formula Weight
Purity
≥95%
A solid
Water: soluble
SMILES
O=C(O)C(F)(F)F.O=C(NCCCC[C@@H](C(N)=O)NC(CNC(CNC([C@@H]1CCCN1C([C@H](CCCNC(N)=N)NC([C@@H](NC([C@H](CCCNC(N)=N)NC([C@@H](NC([C@@H]2CCCN2C([C@H](CCCCN)NC([C@H](CCCCN)NC([C@H](C(C)C)NC(CNC(CNC([C@@]([C@@H](C)O)([H])NC([C@H](CO)NC([C@@H]3CCCN3C([C@@H](NC([C@H](CO)NC([C@H](CCCCN)NC([C@H](CCCNC(N)=N)NC([C@@H](NC([C@@H](NC([C@H](CCCCN)NC([C@@]([C@@H](C)O)([H])NC([C@@H](N[H])C)=O)=O)=O)C)=O)C)=O)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC4=CN=CN4)=O)=O)CC5=CC=C(O)C=C5)=O)=O)=O)=O)=O)CCCC[C@@H]6SC[C@@](N7)([H])[C@]6([H])NC7=O
InChi Code
InChI=1S/C127H215N45O33S.C2HF3O2/c1-66(2)98(166-97(182)61-146-95(180)59-148-118(199)99(71(7)175)168-114(195)87(63-174)164-117(198)90-36-25-52-170(90)121(202)70(6)152-113(194)86(62-173)163-110(191)78(29-12-17-45-129)155-107(188)80(32-21-49-142-124(134)135)154-105(186)69(5)150-104(185)68(4)151-106(187)77(28-11-16-44-128)158-120(201)100(72(8)176)167-103(184)67(3)132)119(200)157-79(30-13-18-46-130)108(189)159-82(31-14-19-47-131)122(203)172-54-26-37-91(172)116(197)162-85(56-74-57-140-65-149-74)112(193)156-81(33-22-50-143-125(136)137)109(190)161-84(55-73-40-42-75(177)43-41-73)111(192)160-83(34-23-51-144-126(138)139)123(204)171-53-24-35-89(171)115(196)147-58-94(179)145-60-96(181)153-76(102(133)183)27-15-20-48-141-93(178)39-10-9-38-92-101-88(64-206-92)165-127(205)169-101;3-2(4,5)1(6)7/h40-43,57,65-72,76-92,98-101,173-177H,9-39,44-56,58-64,128-132H2,1-8H3,(H2,133,183)(H,140,149)(H,141,178)(H,145,179)(H,146,180)(H,147,196)(H,148,199)(H,150,185)(H,151,187)(H,152,194)(H,153,181)(H,154,186)(H,155,188)(H,156,193)(H,157,200)(H,158,201)(H,159,189)(H,160,192)(H,161,190)(H,162,197)(H,163,191)(H,164,198)(H,166,182)(H,167,184)(H,168,195)(H4,134,135,142)(H4,136,137,143)(H4,138,139,144)(H2,165,169,205);(H,6,7)/t67-,68-,69-,70-,71+,72+,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,98-,99-,100-,101-;/m0./s1
InChi Key
IMKVLPOPWVIAMY-JVIXSJCGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Histone H3 (21-44)-GK-biotin is a peptide fragment of histone H3 that corresponds to amino acid residues 22-45 of the human histone H3.3 sequence and is biotinylated via a C-terminal GK linker. Unlike histone H3.1 and H3.2, the histone H3.3 variant contains a serine residue at position 31 that is phosphorylated during late prometaphase and metaphase of mitosis.1 Histone H3 (21-44) also contains lysine residues at positions 23, 27, and 36 that are subject to methylation and acetylation, all of which have a role in the regulation of gene expression, and a serine residue at position 28 that is subject to phosphorylation during mitosis.2,3,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hake, S.B., Garcia, B.A., Kauer, M., et al. Serine 31 phosphorylation of histone variant H3.3 is specific to regions bordering centromeres in metaphase chromosomes. Proc. Natl. Acad. Sci. USA 102(18), 6344-6349 (2005).

    2. Bhaumik, S.R., Smith, E., and Shilatifard, A. Covalent modifications of histones during development and disease pathogenesis. Nat. Struct. Mol. Biol. 14(11), 1008-1016 (2007).

    3. Garcia, B.A., Hake, S.B., Diaz, R.L., et al. Organismal differences in post-translational modifications in histones H3 and H4. The Journal of Biological Chemisty 282(10), 7641-7655 (2007).